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Hilton Head Real Estate · Newest Listings

$314,900

ACTIVE Status

2 Beds

3 Baths

1,389 SqFt.

HILTONHEAD-512130 MLS

The Gatherings SubDv.

Hilton Head living without the Hilton Head price tag! This inviting 2-bedroom, 2.5-bath villa in The Gatherings offers a rare opportunity to own on Hilton Head Island at an approachable price point, with the added benefit of a low-maintenance lifestyle. Ideally positioned near the foot of the Hilton Head bridge, this location provides quick access to everything the Island offers while keeping Bluffton, Bluffton Parkway, shopping, dining, and everyday conveniences just minutes away. Inside, an updated kitchen opens to a generous dining and living area, creating a comfortable, spacious feel for everyday living or entertaining. Step outside to the wooden deck overlooking a peaceful lagoon setting-an ideal spot for morning coffee, relaxing at the end of the day, or simply enjoying the Lowcountry surroundings. What truly sets The Gatherings apart is its unique ownership structure. Although legally classified as a condominium, the community includes a variety of home styles, and the regime handles many major exterior responsibilities, simplifying ownership. Regime services include building maintenance, landscaping, insurance components, common water and sewer, pest control, refuse, pool maintenance, and more. The community also offers a pool, assigned parking, and a convenient residential setting. Whether you're looking for a primary residence, lock-and-leave second home, downsizing opportunity, or an affordable way to establish your Hilton Head Island address, this property delivers an appealing combination of location, lifestyle, and value.

111 Sutherland Way Unit 111, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$650,000

ACTIVE Status

3 Beds

3 Baths

1,489 SqFt.

HILTONHEAD-512322 MLS

Ocean Breeze At Treetops SubDv.

Location. Lifestyle. Condition. Value. 36 Ocean Breeze has it all! Discover an outstanding villa in a fantastic Forest Beach location, just a short stroll from Hilton Head Island's sugar-white sandy beach and the many shops, restaurants, and activities at Coligny Plaza. Add to that the year-round events at Lowcountry Celebration Park, including outdoor concerts by the Hilton Head Symphony Orchestra and a variety of festivals, and you have a location that makes enjoying the best of the island easy.36 Ocean Breeze is a totally updated three-bedroom, three-full-bath villa that truly feels like home. Updated from top to bottom, the villa features new flooring, new kitchen countertops and appliances, beautifully updated bathrooms, a new HVAC system, and much more. The floor plan is both comfortable and versatile, with a first-floor bedroom featuring bunk beds and two spacious bedrooms on the second floor. Step outside onto the back deck and enjoy a peaceful view overlooking a lagoon with a fountain-the perfect setting for morning coffee, an afternoon break, or an evening beverage after a day at the beach. Whether you're looking for a rental or a permanent home, or a second home at the beach, 36 Ocean Breeze offers an exceptional opportunity to own a beautifully updated villa in one of Hilton Head's most desirable locations. Great Location. Great Floor Plan. First-Class Condition. Outstanding Value. 36 Ocean Breeze has it all. Isn't it time for you to start making lasting beach​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ memories?

19 Lemoyne Avenue Unit 36, Hilton Head Island

Listing courtesy of Charter One Realty.

$525,000

ACTIVE Status

2 Beds

3 Baths

980 SqFt.

HILTONHEAD-512321 MLS

Tanglewood Villas SubDv.

Opportunity to own a first-class villa in the heart of Forest Beach! Welcome to 1005 Tanglewood Villa, a beautifully updated 2-bedroom, 2-bath villa ideally located just a short distance from Hilton Head Island's sandy beaches, Coligny Plaza, Lowcountry Celebration Park, and the many attractions that make Forest Beach such a special place to own... As a second-floor villa, 1005 Tanglewood offers something truly special from its private balcony-a wonderful view overlooking the tranquil lagoon and fountain below. It is the perfect setting for morning coffee, an afternoon break, or relaxing after a day at the beach. Inside, this villa has been totally updated with quality finishes throughout. The flooring, kitchen countertops, appliances, and bathrooms have all been updated, creating a fresh and inviting coastal feel. The villa is offered with very nice furnishings, making it easy to envision as a turnkey second home or vacation rental. The complex also features a relaxing community pool, providing another place to unwind and enjoy the Hilton Head lifestyle. Whether you're looking for a successful short-term rental opportunity, a second home, or your own place at the beach where family and friends can gather and create lasting memories, 1005 Tanglewood Villa is an opportunity worth seeing. Come see why 1005 Tanglewood could be the perfect place to own your own piece of Hilton Head Island.

9 Tanglewood Drive Unit 1005, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,095,000

ACTIVE Status

2 Beds

2 Baths

1,171 SqFt.

HILTONHEAD-512031 MLS

Barrington Court Villas SubDv.

Open ocean views, proven rentals, and Leamington prestige! 410 Barrington Court is a 2-bedroom / 2-bathroom villa with proven rental performance and projected annual gross rental revenue over $84K, offering a strong blend of income opportunity and second-home enjoyment within Palmetto Dunes Oceanfront Resort. Tucked in one of the most peaceful sections on Ocean Lane, the villa opens to an expansive private balcony designed for dining, lounging, and enjoying oceanfront views, with ocean views carried into both bedrooms. Consistently well maintained by the original owner, the villa features an ideal floor plan with spacious living and dining areas, bedrooms positioned on opposite sides for privacy, and a generous master suite with balcony access and a beautifully renovated walk-in shower. Recent improvements include all new LVP flooring, renovated bathrooms, fresh paint throughout including doors/trim/baseboards, HVAC (2020), dishwasher (2026), and new bedding (not pictured). Barrington Court offers an oceanfront pool and hot tub, pool pavilion with restrooms, grilling area, outdoor showers, covered parking, and designated owner storage locker in the garage for beach gear, golf clubs, and more-all set among beautiful lagoons, lush landscaping, and scenic walkways. Enjoy access to Palmetto Dunes' three miles of beach, tennis/pickleball, three golf courses, 11-mile lagoon system, trails, and dining, plus easy access across William Hilton Parkway to Shelter Cove Harbour & Marina for waterfront dining, shopping, watersports, seasonal activities and live entertainment.

77 Ocean Lane Unit 410, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty.

$299,000

ACTIVE Status

2 Beds

2 Baths

917 SqFt.

HILTONHEAD-512308 MLS

The Spa On Pr Sound SubDv.

Wake up to Lowcountry Beach living at its most effortless in this beautifully updated two bedroom, two bath villa at The Spa at Port Royal Sound, one of Hilton Head's most amenity rich resort communities. The photos will illustrate decor upgrade options, we have a full detailed plan available for use as a second residence or short term rental villa with income potential. Step inside to an open living and dining layout anchored by warm and inviting LVP flooring that flows throughout the main living space. The dining area sits open to a fully renovated kitchen finished with crisp white cabinetry, granite countertops, subway tile backsplash, and a full suite of stainless steel appliances including refrigerator, range, and dishwasher. It's a kitchen built for both everyday living and easy entertaining.The primary suite offers a private retreat with an en suite bath featuring a sleek frameless glass shower enclosure and clean, modern finishes. The second bedroom and full bath provide comfortable flexibility for guests, family, or a home office setup, with the guest bath finished in a soothing sage green palette, a tub and shower combo, and elegant sconce lighting. A washer and dryer inside the unit add everyday convenience that's hard to find at this price point in a resort community. Just off the living area, a screened porch extends your living space outdoors, the perfect spot for morning coffee or an evening breeze, overlooking lush landscaping with tennis court views just beyond the tree line. Beyond the walls of this villa, The Spa at Port Royal Sound delivers a well appointed resort lifestyle: two outdoor pools, an indoor pool, hot tub, dry sauna, tennis and pickleball courts, hammocks, and community grilling areas, all just steps from your front door. Whether you're looking for a full time coastal residence, a second home, or a turnkey investment property, this villa offers the space, updates, and lifestyle amenities that make Hilton Head living so desirable. Don't miss this opportunity to own a move in ready two bedroom villa in one of the island's best priced resort communities.

239 Beach City Road Unit 3123, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$879,000

ACTIVE Status

3 Beds

2 Baths

1,882 SqFt.

HILTONHEAD-512297 MLS

Club Course/Otter SubDv.

Welcome to effortless Lowcountry living in the desirable Club Course neighborhood of world-famous Sea Pines Resort. This beautifully maintained 3-bedroom, 2-bath Hilton Head Island home is light, bright, and move-in ready, offering the perfect combination of comfort, location, and island lifestyle. Thoughtful updates include new LVP flooring, fresh paint, updated primary bathroom, Trex decking, and a 2025 Trane HVAC system. The spacious back deck is ideal for outdoor dining, entertaining, or relaxing, while the large backyard offers space for a pool and for creating a private oasis. Located near the main gate of Sea Pines, this home provides quick and convenient access to everything Hilton Head Island has to offer while still enjoying the privacy and amenities of one of the island's most iconic communities. Sea Pines is home to three renowned public golf courses, miles of pristine beaches, numerous restaurants, Harbour Town, private owner and guest beach access at Tower Beach, and the exciting redevelopment of South Beach. From biking beneath moss-draped live oaks to golf, boating, dining, and days spent on the beach, the Sea Pines lifestyle is truly hard to beat. Hilton Head Island has also been recognized as the #1 Island in the U.S. for nine consecutive years, further reinforcing why so many people choose to call this special place home. Whether you're searching for a primary residence in Sea Pines, a Hilton Head Island second home, or a short-term rental investment / coastal getaway, this turnkey property is ready for its next owner. Move in, unpack, and start enjoying the Hilton Head Island lifestyle from day one. Schedule your in-person or live video walkthrough today.

157 Otter Road, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$847,000

ACTIVE Status

3 Beds

3 Baths

1,955 SqFt.

HILTONHEAD-512236 MLS

Port Royal Tennis Bec SubDv.

Imagine waking up on Hilton Head Island, grabbing your coffee, and taking a short stroll to one of the most beautiful beaches in America. This is the island lifestyle people dream about-and now it can be yours. Located in the desirable Beckingham section of Port Royal Village, this beautifully renovated 3-bedroom, 2.5-bath Hilton Head Island condo offers nearly 2,000 square feet of spacious coastal living just moments from Hilton Head Island's world-famous, award-winning beaches. Thoughtfully renovated and beautifully finished, this home combines the easygoing charm of the Lowcountry with the comfort and space of a full-time residence. The highly desirable first-floor primary bedroom makes everyday living effortless, while two additional bedrooms provide plenty of room for family, friends, or a home office. Outside, the large private patio creates your own peaceful retreat-perfect for morning coffee, evening cocktails, grilling after a day at the beach, or simply slowing down and enjoying the coastal air. Dedicated parking adds another layer of everyday convenience. Hilton Head Island was once again named America's Best Island by Condé Nast Traveler readers for the ninth consecutive year, and it doesn't take long to understand why. The island offers 250+ restaurants, more than 70 miles of leisure pathways, 19 public golf courses, incredible parks, boating, fishing, pickleball, tennis, shopping, and exceptional healthcare. Whether your perfect day means biking beneath moss-draped live oaks, playing a morning round of golf, spending the afternoon with your toes in the sand, or finishing the evening over fresh seafood and cocktails, Hilton Head Island makes everyday life feel a little more like vacation. With its generous size, renovated interior, first-floor primary suite, private outdoor living space, dedicated parking, and outstanding proximity to the beach, this Port Royal Village condo offers tremendous versatility. Make it your low-maintenance primary residence on Hilton Head Island, your family's second home at the beach, or take advantage of its great potential as a Hilton Head Island short-term vacation rental investment property. Some properties are simply a place to live. Others represent a completely different way of living. Schedule your private showing or video walkthrough today!

2 Wimbledon Court Unit 114, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$3,295,000

ACTIVE Status

4 Beds

4 Baths

3,300 SqFt.

HILTONHEAD-511945 MLS

Ocean Point SubDv.

Oceanfront living takes center stage at this inviting residence in Ocean Point, a private section of the prestigious Port Royal community on Hilton Head Island. Set along the Atlantic, the home enjoys an exceptional coastal setting, with the oceanfront property between the residence and beach maintained by Ocean Point-providing owners the beauty of this remarkable landscape without the responsibility of maintaining it themselves.Inside, the home offers a comfortable blend of classic character and refreshed coastal style, with spacious living areas designed to complement the spectacular setting. Warm heart-of-pine floors, a natural connection between the kitchen and Carolina Room, and multiple bedrooms with ocean views create an inviting island retreat. The first-floor primary suite offers a private escape, while generous gathering spaces are ideal for family and entertaining.Ocean Point owners enjoy a private pool immediately adjacent to the property, as well as exclusive beach access. Port Royal's exceptional amenities add even more to the lifestyle, including an oceanfront Olympic-size pool, Beach House, playground, fire pits, pickleball and tennis courts, leisure trails, and private security.Thoughtfully refreshed and beautifully appointed, this special oceanfront residence offers a rare opportunity to enjoy the best of Hilton Head Island-where the ocean, exceptional amenities, and relaxed coastal living are right outside your door.

13 Ocean N Point, Hilton Head Island

Listing courtesy of Charter One Realty.

$3,995,000

ACTIVE Status

5 Beds

7 Baths

4,566 SqFt.

HILTONHEAD-512060 MLS

Wexford U SubDv.

Waterfront living in Wexford doesn't get much better than this and 20 Castlebridge Court offers the ONLY harborfront setting currently available in the community. Set directly on the harbor at the end of a private cul-de-sac, this five-bedroom residence combines exceptional outdoor living with one of the neighborhood's most desirable settings. A heated pool and spa, outdoor fire pit, built-in grilling station, and private dock make the most of life on the water. The spacious floor plan features a grand living room upon entry, adjacent dining room, a generous kitchen enhanced by Sub zero and Viking appliances, two stately gas fireplaces, bonus room, bunk room, three-car garage, and dedicated golf cart bay. The quality of construction does not go unnoticed with solid wood doors, plantation shutters, wide-planked hardwood floors, elevated lighting, and built-in features throughout. Then there is Wexford itself. Boasting a newly redesigned clubhouse with indoor/outdoor dining, community pool, exceptional Arnold Palmer Signature golf, active tennis community, pickle ball, a private marina, and the signature lock-controlled 37 acre inland harbour. The community truly is unlike anything else on Hilton Head Island and for someone looking for harborfront living within Wexford, there is only ONE.

20 Castlebridge Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,100,000

ACTIVE UNDER CONTRACT Status

3 Beds

3 Baths

2,635 SqFt.

HILTONHEAD-512158 MLS

Sparwheel SubDv.

A rare find in Windmill Harbour-NO STAIRS! This gorgeous one-level home is nestled on an oversized corner lot with beautiful lagoon views and professional landscaping. Ideally located within near distance of the South Carolina Yacht Club and the scenic promenade surrounding the harbour, this home offers the perfect combination of comfort, convenience, and Lowcountry living. Featuring 3 bedrooms and 3 full baths, all thoughtfully updated, the home is in pristine, move-in-ready condition. The spacious, open kitchen is designed for both everyday living and entertaining, with high-end appliances and plenty of workspace. The light-filled living room flows seamlessly into the dining area and inviting Carolina Room, where a stunning stone fireplace creates a warm and welcoming focal point. An outstanding courtyard entry provides a beautiful first impression, while the spacious rear patio offers a wonderful setting for outdoor entertaining or simply enjoying the peaceful lagoon-view surroundings. Abundant natural light throughout the home enhances the open, airy feel. The oversized two-car garage provides excellent storage and convenience and features a durable epoxy floor. With its exceptional location, single-level living, updated interiors, beautiful outdoor spaces, and pristine condition, this Windmill Harbour home is truly a rare opportunity.

1 Sparwheel Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,300

ACTIVE Status

2 Beds

2 Baths

HILTONHEAD-512178 MLS

Swallowtail Villa Sh SubDv.

Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 20, ideally positioned in the late May when the island is at its springtime best. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. This desirable villa overlooks a lush lagoon, providing peaceful views and a tranquil backdrop throughout your stay. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and a vibrant coastal arts and culture scene. Imagine beginning your mornings with refreshing ocean breezes and serene golf course vistas, then setting out to bike beneath towering live oaks along miles of shaded pathways. Spend your afternoons on award-winning fairways, relaxing on the beach, or exploring the island's natural beauty before unwinding with spectacular waterfront sunsets. May's comfortable temperatures and blooming landscapes create the perfect setting for beach walks, outdoor dining, dolphin cruises, and all that Sea Pines has to offer-without the crowds of peak summer. Whether you prefer championship golf, coastal adventures, or simply relaxing on your private balcony overlooking the greens, everything you need is right at your doorstep.

70 Lighthouse Road Unit 2885, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$899,000

ACTIVE UNDER CONTRACT Status

4 Beds

4 Baths

2,232 SqFt.

HILTONHEAD-512036 MLS

Myrtle Bank Sub SubDv.

This stunning four-bedroom home located on a cul-de-sac street sits on a great lot with views of the Oyster Reef Golf Course. Even better, it's just around the corner from the access point for the Dolphin Head Bluff Path. This home boasts an incredible floor plan with two primary bedroom suites, one downstairs and one upstairs. You will enjoy the renovated kitchen with stainless steel appliances, custom cabinets, all open to the main living areas. There is so much natural light throughout and tons of storage space. This home has beautiful crown moldings and great ceiling height throughout.Living in the Low Country means outdoor living space is a must, and this has an incredible back yard/patio with exceptional golf views of #8 of the Oyster Reef Course. Updated bathrooms recently painted and the roof was replaced a year ago, you can move in worry free. Hilton Head Plantation has low fees and incredible amenities: Golfers have four championship 18-hole courses within the community (Bear Creek, Dolphin Head, Oyster Reef and the Country Club of Hilton Head). Private beach lovers enjoy a private shoreline along the Port Royal Sound in Dolphin Head Park. HHP has a resort-style zero-entry pool with lazy river and splash pad anchors Spring Lake Recreation Area. There's even a Marina just inside the community and for garden lovers, Seabrook Farms is a place where residents can rent beds to grow vegetables, fruits, and flowers.

16 Yellow Rail Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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Hilton Head Real Estate